Havana
Cuba
Montreal
Canada
Havana
Montreal
π° Budget
π‘οΈ Safety
Havana
Cuba is generally one of the safest countries in Latin America. Violent crime against tourists is extremely rare. The main annoyances are persistent jineteros (hustlers) offering everything from cigars to restaurant recommendations on commission.
Montreal
Montreal is one of the safest large cities in North America. Violent crime rates are very low and most neighborhoods are safe to walk day and night. Petty crime (pickpocketing, bike theft) is the main concern, particularly in tourist areas and during festivals.
β Ratings
π€οΈ Weather
Havana
Havana has a tropical climate with a dry season (November-April) and a wet season (May-October). Temperatures are warm year-round. Hurricane season runs from June to November, with September and October being the highest-risk months.
Montreal
Montreal has a humid continental climate with extreme seasonal variation. Winters are long and severely cold with heavy snowfall, while summers are warm and humid. The city fully embraces each season β winter festivals, spring sugar shacks, summer terrasses, and spectacular autumn foliage.
π Getting Around
Havana
Havana's transport is a fascinating mix of vintage American cars, Chinese buses, coconut-shaped taxis, and horse-drawn carts. There's no ride-hailing app that works reliably. Getting around requires a mix of walking, negotiating with taxi drivers, and patience.
Walkability: Old Havana, Centro Habana, and the Malecon are all walkable, though sidewalks are uneven and sometimes missing. The 3-4 km walk from Habana Vieja to Vedado along the Malecon is one of the great urban walks. Beyond central areas, distances become too large for walking.
Montreal
Montreal has a reliable public transit system operated by the STM. The Metro (subway) has four lines, supplemented by an extensive bus network. The new REM (Reseau express metropolitain) light rail connects the airport and suburbs. BIXI bike-share is excellent in warmer months. The OPUS card works across all STM services.
Walkability: Montreal is very walkable in the central neighborhoods. The Plateau, Mile End, Old Montreal, and downtown are best explored on foot. The Underground City (RESO) connects 33 km of tunnels linking malls, Metro stations, and buildings β invaluable in winter. Bring good boots in winter for icy sidewalks.
The Verdict
Choose Havana if...
you want a time-warp to 1959 β vintage Chevys on the MalecΓ³n, Old Havana plazas, rum mojitos, son cubano clubs, and crumbling colonial grandeur
Choose Montreal if...
you want North America's most European city β Old Montreal cobbles, bagels, poutine, Mile End, Jazz Fest, and ski Tremblant 90 minutes north
Montreal